Family-friendly holiday rentals in Downtown Jacksonville

La Casita Chiquita Near Events & Entertainment!

Welcome to "La Casita Chiquita" our unique little guest cottage - in the heart of Jacksonville! It's a 250 SF tiny cottage, with a loft bed and comfortable amenities - nestled in a garden setting, underneath majestic trees. You can be away from it all - and just blocks to sports, entertainment & convention venues, craft breweries, sports bars, great eateries, and museums. Are you here for business? Downtown is 5 minutes, UF & other medical facilities less than 10 minutes, Mayo- 25 minutes.

Kitchen · Family · Layout

Serene Cottage in Walkable, Historic San Marco

This beautifully renovated cottage is a 5-min walk to local Hospitals and Clinics. San Marco Square is within walking distance w/ a theater, shops, & the best restaurants in town. The Southbank Riverwalk is blocks away & lovely for a sunset stroll. The elevated people mover is close by & handy for concert and stadium events. This home is perfect for professionals & health care visitors. Wonderful neighborhoods of Avondale & Riverside are just across the river. Centrally located for easy access.

Indoor spaces · Kitchen · Sleep quality

Better than your average Jacksonville hotel room!

Tired of taking out the trash, and stripping the bed at most Airbnbs? Our quiet and cozy suite is centrally located in the historic Springfield district, next to downtown Jacksonville. This unit is furnished with a queen bed, a queen pull-out sofa bed, and an amazing La-Z-Boy recliner perfect for naps. The bathroom is updated, with excellent water pressure. And, the front porch is exclusive for our guests. There is a stocked Keurig, as well as a refrigerator and microwave, but no kitchen.

Indoor spaces · Kitchen · Amenities

Cozy Riverside Home. Walking Distance To 5-Points!

This home is located in the heart of Riverside. Cozy and aesthetic! You are centrally located in the center of 5-points. Park your car and leave it!! You are within walking distance to everything. We also have fun bikes located on the property. This home is perfect for couples, business travelers, or if you are traveling alone. - Due to Coronavirus, we’re taking extra care to disinfect frequently touched surfaces between all reservations. • Parking is available on the STREET ONLY

Family · Kitchen · Backyard

*Historic Dream *Walkable *1 mile to Downtown Jax

The Lilly House sleeps 6 and offers gated parking, a covered cozy porch with a swing, and courtyard featuring a fire pit, grill, and yard games. WALKING DISTANCE to restaurants, breweries, and coffee shops. Enjoy a stocked kitchen, on-site laundry, smart TVs, WiFi, Bluetooth radio, record player, and workspace. Just 1 mile from downtown Jacksonville and minutes from the TIAA Bank Stadium, Vystar Arena, and more. Pets and events allowed with prior approval. Book your stay today!

Family · Indoor spaces · Nearby

Vintage Riverside Cottage w/ King Bed

Welcome to our 1901 "doll house" with timeless charm and contemporary upgrades. From the original cast iron tub that we refinished ourselves, to the brand new butcher block kitchen. You'll find yourself in the Brooklyn area of Riverside and close to 5-points, avondale , murray hill , DT Jax and 4 miles from Daily's Place & Vystar Veterans Arena. Our home has been converted into a Duplex, with this being located in the back and a quiet office located in the front of the building.

Indoor spaces · Kitchen · Outdoor spaces

Great accommodations in a great location

Comfortable upstairs unit in a duplex. Built in 1939 but updated to provide modern amenities. Great location near healthcare, shopping, restaurants and parks. Stroll down to San Marco square for dinner, drinks or a movie in the historic San Marco Theater. Close to sporting and entertainment venues. 30-minute drive to the beach. Well-equipped kitchen, back deck with grill, comfortable seating, office/den, king and queen beds. WiFi and Roku & digital antenna on TV. 2 parking spots.

Family · Kitchen · Parks

Chill Retreat w/ Private Yard • Near Downtown

Welcome to your chill Jacksonville retreat 🌿 Relax in this stylish, peaceful home tucked away on a quiet street near Historic San Marco. Enjoy a spacious private backyard—perfect for morning coffee or unwinding after a long day. Just 5–8 minutes to Downtown, VyStar Arena, TIAA Bank Field, restaurants, bars, and top attractions. Fast WiFi, easy parking, and a fully equipped kitchen make it ideal for families, couples, or business stays. Comfort, privacy, and location all in one.

Kitchen · Indoor spaces · Parks

Retro Bungalow

Our 1,100 ft.² was renovated in 2023 with new central heat and air, ceramic tile and hard wood flooring, kitchen appliances and cabinets, bathrooms, and electrical and plumbing. Multiple windows in every room let in tons of natural light. Due to owner allergies, we do not allow pets or companion animals. The home is only a block away from 8 restaurants and local shops. We allow a maximum of 4 overnight guests and 4 visitors on the property at one time.

Family · Kitchen · Backyard

Historic & Modest Apartment 6.0

Entire apartment located in Historic Springfield. The apartment is warm and inviting with burgundy walls, a library sofa and tulip oval table The bedroom has a queen size bed. On 3rd floor, no elevator. Be sure to read the house rules and neighborhood description so that there are no surprises after your reservation is confirmed. Ring cameras monitor all the entrances and are motion activated.

Indoor spaces · Kitchen · Bathroom

Casita Studio near Downtown Jax/ UF Health

Guest suite in our house on Klutho park; peaceful, gorgeous view of the park and downtown Jacksonville skyline. The house is divided into two separate living spaces. You have your own private entrance through the back. NO SMOKING, especially Marijuana! you will be charged a fee if the studio smells. Because the house is divided in two, you might hear our puppies bark sometimes.

Indoor spaces · Family · Check-in

Designer Loft near Downtown

Experience luxury and style in this brand new studio apartment, nestled in the heart of Historic Springfield, just moments away from downtown Jacksonville. Immerse yourself in modern elegance with high-end finishes, stainless steel appliances, and sleek concrete countertops. Discover comfort and convenience in a prime location, with easy access to the city's vibrant attractions.

Kitchen · Indoor spaces · Amenities